(S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester
• CAS No.: 130106-15-9
• Molecular Formula: C₁₆H₂₁ClN₂O₅
• Molecular Weight: 356.806

Synonyms:(S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester

Chemical Property:

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester

There total 2 articles about (S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

methyl (2S)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoate hydrochloride (35761-27-4,96192-93-7) + 4-Chlorobutanoyl chloride (4635-59-0) → (S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester (130106-15-9)

Guidance literature:

With triethylamine; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1021/jm980071x

Reference yield:

(S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid (35761-26-3) → (S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester (130106-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / HCl gas / 12 h / Ambient temperature

2: 87 percent / NEt₃ / CH₂Cl₂ / 4 h / Ambient temperature

With hydrogenchloride; triethylamine; In dichloromethane;

DOI:10.1021/jm980071x

Reference yield: 56.0%

(S)-2-Benzyloxycarbonylamino-3-(4-chloro-butyrylamino)-propionic acid methyl ester (130106-15-9) → (S)-2-benzyloxycarbonylamino-3-(2-oxo-pyrrolidin-1-yl)-propionic acid methyl ester hydrochloride (130106-16-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1021/jm980071x

upstream raw materials:

methyl (2S)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoate hydrochloride

4-Chlorobutanoyl chloride

(S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid

Downstream raw materials:

(S)-2-benzyloxycarbonylamino-3-(2-oxo-pyrrolidin-1-yl)-propionic acid methyl ester hydrochloride

((S)-1-{(S)-1-[(S)-1-Hydroxymethyl-2-(2-oxo-pyrrolidin-1-yl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester

(S)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-3-(2-oxo-pyrrolidin-1-yl)-propionic acid methyl ester

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